Parlay Playground – Best MLB Parlays Today (Updated)

Jun 9, 2025; Phoenix, Arizona, USA; Seattle Mariners catcher Cal Raleigh (29) looks for a sign against the Arizona Diamondbacks in the fifth inning at Chase Field.
Image Credit: Rick Scuteri-Imagn Images

Looking for some free MLB parlay picks and high-quality analysis? You’re in the right spot! Our Props.com analysts will be dropping plenty of our best MLB parlays and bets throughout the season.

Editor’s Note: Soccer fans! The Club World Cup is in full swing. Check out your one-stop guide to betting on the tournament.

To spice things up even more, the evolution of same game parlays (and same game parlays plus) over the years has allowed us to combine multiple props from different games.

Correlation is key. For example, if we have a serious conviction behind fading a pair of pitchers from separate games on a given day, we can back multiple hitting props from two separate teams batting against them.

Lottery or “lotto” parlays are fun, but they can be reckless. Let’s find some favorable spots to garner a nice, rational return on investment today.

Best MLB Parlays Today: Monday, June 16

Let’s kick off the week with pick’em plays at Underdog Fantasy. Sign up today to jump into the action!

Today's Sleeper entry included Cal Raleigh, Cam Smith, and Jonathan Aranda.

Best MLB Underdog Pick’em Plays Today

Here’s our 3-pick slip for a 6x return for Flex up to 3x.

  • Jonathan Aranda Higher Than 6.5 Fantasy Points
  • Cal Raleigh Higher Than 7.5 Fantasy Points
  • Cam Smith Higher Than 1.5 Hits + Runs + RBIs

Jonathan Aranda Higher Than 6.5 Fantasy Points

Give me Aranda, who was red-hot over the weekend with a pair of multi-hit games. Zach Efflin doesn’t miss any bats (16% strikeout rate), and he’s been touched up by LHB. Left-handers have a .277 ISO, .350 wOBA, and nearly a 12% barrel rate against him this season.

After being a platoon guy last season, Aranda was expected by many to take a leap, and he did. Now, he’s consistently hitting cleanup for Tampa Bay, with a team-leading .404 wOBA vs. RHP this season.

George M. Steinbrenner Field is a friendly park for hitters, and I really think this number should be at least 7.5, given the matchup.

Cal Raleigh Higher Than 7.5 Fantasy Points

Opposing Boston starter Lucas Giolito is a shell of the pitcher he once was. He’s striking out less than 20% of hitters and yielding a 10% barrel rate to them. His xERA (5.88) and xBA (.313) are atrocious, ranking 5th percentile or worse in both metrics.

Raleigh has been hitting everything, but Giolito’s pitch mix fits like a glove. Giolitio is mostly 4-seam fastball and slider, and Raleigh has been demolishing those two right-handed offerings. Raleigh has struggled a bit against left-handed breaking pitches, but we won’t have to worry about that until later in the game (if at all).

Cam Smith Higher Than 1.5 Hits + Runs + RBIs

It’s been a tale of two sides of the plate for Smith this season. After a scorching Spring Training, which helped him make the big club, Smith has struggled out of the gate. While he’s still not hitting righties well, he’s been borderline unbelievable vs. southpaws in a small sample size during the regular season.

Smith has less than 35 batted-ball events vs. LHP this season, but his ISO and wOBA are both well over .300, and he is sporting a ridiculous (and unsustainable) 33% barrel rate against them.

There’s nothing flukey about how hard someone hits the ball, and his current hard-hit rate vs. LHP is 61%. Let’s take a shot on Smith against JP Sears, who is back to giving up a ton of fly balls and hard contact to RHB. I may hunt for some long HR odds for Smith, considering Houston is not only on the road (guaranteed 9th-inning at-bat) but also at a baby ballpark in Sacramento.

Good luck!

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What is a Parlay?

A parlay is a type of sports bet where you combine multiple individual bets (called “legs”) into one single wager.

The kicker? All of your picks must win, but if they do, you’ll receive a big payday at great odds. However, if one of your picks doesn’t win, the wager is lost.

What is a Same Game Parlay?

A same game parlay (“SGP” for short) is a newer type of parlay where all your bets are from the same event.  Instead of betting on multiple different games, you’re combining different types of bets within one game.

For example, if you’re betting on football, you could bet on rushing, passing, and receiving props from either team. Just like a traditional parlay, all of your picks must win, or it’s a lost bet.

MLB Parlay & Same Game Parlay Tips

Check multiple sportsbooks for the best odds. It’s just like shopping, and each platform values the same bets differently.

It also helps to look for any correlation between picks. For baseball, if you like the hitters on team A, you’d likely also believe the pitcher on team B is in for a rough outing.

For football, if you think Patrick Mahomes is going to have a great game, one of his receivers would likely have to do the same.

Where to Play DFS Pick’em

Did you know you can combine player picks, which is very similar to parlays at traditional sportsbooks at Underdog and Sleeper?

Both platforms allow users to predict whether a player will score more (or higher than) or less (or lower than) their statistical projection. Underdog and Sleeper offer a wide range of sports to pick from, including fun, niche markets that traditional sportsbooks may not offer.

Users can pick between 2-8 projections on Sleeper for a chance to win up to 1000x their entry fee. Underdog is similar and also offers a fun format called “Streaks”, which allows users a chance at big money for 11 correct picks in a row after winning an initial 2-pick slip.